Fairfield Real Estate

Fairfield, CT Homes for Sale

Fairfield, CT homes for sale range from starter capes near $500,000 to waterfront colonials above $2 million, with the median single-family sale price around $900,000. Dave Jones Realty has worked this Fairfield County market for decades, guiding buyers through neighborhoods that stretch from the Long Island Sound beaches to the wooded northern sections near the Merritt Parkway. The town combines historic New England architecture, two university campuses, and a Metro-North commuter line that reaches Grand Central in roughly 75 minutes.

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Home Styles and Price Context

Fairfield's housing stock is dominated by colonials, capes, and Victorian-era homes, many built between 1900 and 1960. Center-hall colonials in Fairfield typically list between $750,000 and $1.4 million and average 2,200 to 3,400 square feet. Beach-area cottages and capes near Fairfield Beach Road start around $550,000, while renovated waterfront properties in Southport exceed $2.5 million. Lot sizes range from a quarter acre near the shore to over an acre in the Greenfield Hill area.

Neighborhoods

Southport

Southport is a historic village in Fairfield centered on Southport Harbor and Pequot Avenue, known for restored Federal and Greek Revival homes. Southport homes frequently sell between $1.2 million and $4 million and fall within the Mill Hill Elementary School zone.

Greenfield Hill

Greenfield Hill occupies the northern section of Fairfield and is known for its annual Dogwood Festival and larger lots averaging one to two acres. Colonial estates in Greenfield Hill commonly range from $1 million to $2.5 million.

Fairfield Beach

The Fairfield Beach area along Reef Road and Fairfield Beach Road holds cottages and year-round homes within walking distance of Jennings Beach and Penfield Beach.

Daily Life

Fairfield has two Metro-North stations, Fairfield and Fairfield Metro, providing New Haven Line service to Manhattan in about 75 minutes. The Merritt Parkway and Interstate 95 both cross the town for regional driving. Sacred Heart University and Fairfield University are both located in Fairfield and rank among the town's largest employers. Jennings Beach and Penfield Beach line the Long Island Sound shoreline, and downtown Fairfield along the Post Road offers restaurants, the Fairfield Theatre Company, and weekend shopping.

Working With a Local Agent

Dave Jones Realty has closed sales across Southport, Greenfield Hill, and the Fairfield Beach area, giving buyers direct comparison points between historic village homes and northern estate properties.

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Newest Homes for Sale in Fairfield, CT

$649,000
2 Baths ⋅ 24195022 MLS
Have you been thinking about starting a business, or a investment opportunity but can not find the right spot? Look no further Opportunity knocks for this multi use property. THIS is not being sold as a Salon, the choice is YOURS. Selling the entire property, can choose to keep a salon or divide. ZONE NDBD = neighborhood designated business district On a highly visible, bustling 4 corner in Prime Fairfield location! Situated at the end of Old stratfield road and the intersection of Black rock tpk. Soon to be built across is the new operation hope headquarters which will bring in employees and foot traffic. (Please do your diligence with zoning.) some uses, possible apartment upstairs, commercial downstairs, Office and apartment, retail, bakery, deli, take out, and the best part it has sufficient parking for downstairs if split and upstairs apartment. 9 possibly 10 spaces and ramp. Brand new water heater installed 2026. Central AC and window units upstairs. Owner willing to leave all equipment or remove prior to closing. Please do not show Thursday and Friday until 4 pm owners still conduct business. Lot size 6600 sq ft.

506 Old Stratfield Rd, Fairfield
$649,000
3 Beds ⋅ 2 Baths ⋅ 24194509 MLS
Opportunity abounds in this spacious 8-room, 3-bedroom, 2-bath Ranch offering 2,167 sq ft in Fairfield's sought-after Stratfield neighborhood situated on just under a half acre of property. Ready for your personal updates and finishing touches, this home presents an exceptional opportunity to build equity and create the home you've always envisioned. The main level features a bright living room with a fireplace & custom built-ins, a dining area w/built-ins, and a white kitchen w/Corian countertops and skylights that opens to a vaulted family room, creating an ideal space for everyday living and entertaining. A main-level office offers flexibility for remote work, hobbies, or a quiet retreat. Relax in the screened-in porch, perfect for enjoying the outdoors in comfort. The primary bedroom suite includes a private full bath, while 2 additional bedrooms share a hall bath. Hardwood floors, abundant storage, cedar closet and a 2-car attached garage add to the home's appeal. The full basement, complete with a 2nd fireplace, offers outstanding potential for future finished living space, including a recreation room, fitness area, or media room. Being Sold "As Is". Ideally located just minutes from major highways, Metro, shopping, restaurants, schools, parks, & Fairfield's beaches, this home offers the perfect blend of convenience and lifestyle. A rare opportunity to personalize a well-built Ranch in one of Fairfield's most desirable neighborhoods. A Place to call home.

136 Hawthorne Dr, Fairfield
$649,000
2 Beds ⋅ 3 Baths ⋅ 24191449 MLS ⋅ Woodfield Village BLDG.
Some homes you walk through. This one stops you at the door. Step onto your private deck and feel the day go quiet. Treetops in every direction, a wall of woods as your backdrop, and a patch of green just below to make your own yard. That's the welcome you get at Woodfield Village. This move-in ready townhouse sits in a private, tucked-away enclave and lives easy, with low maintenance comfort throughout. Hardwood floors run the length of the main level, where a large living room centered on a wood-burning fireplace flows into a granite kitchen with center island and stainless refrigerator. The adjoining dining and seating area opens through sliders to the deck, where the woods are your only view, with steps down to the lawn below. Upstairs, you'll find a true dual-suite layout. The spacious primary suite offers sliders to its own private upper sitting deck and a full ensuite bath. The second bedroom lives just as well, with its own ensuite bath and stall shower, so everyone enjoys the privacy of a bath ensuite. The finished lower level adds approximately 950 square feet of flexible space. Picture it as a family room, home office, or gym, plus washer and dryer and ample storage. (Not included in the listed square footage.) Beyond your door: landscaped grounds, a heated pool, clubhouse, and tennis and pickleball courts. You're minutes from Lake Mohegan and Cascades hiking trails, shopping, dining, Fairchild Wheeler Golf Course, Fairfield beaches, Metro-North, and Merrit.

28 Paisley Ln Unit 28, Fairfield
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